Preparation of a flexible binucleating ligand, xylylene-bridged biscyclam α,α′-bis(1,4,8,11-tetraazacyclotetradecan-6-yl)-p-xylene and structure of its dinickel(II) complex

Hiroaki Kido, Makoto Takada, Masaaki Suwabe, Tadashi Yamaguchi, Tasuku Ito

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

A binucleating ligand, xylylene-bridged biscyclam α,α′-bis(1,4,8,11-tetraazacyclotetradecan-6-yl)-p-xylene ((cyclam)2-p-xyl) was prepared from α,α′-dichloro-p-xylene, diethylmalonate and 1,4,8,11-tetraazaundecane in three steps. The second step, aminolytic condensation of the tetraamine was critical. The ligand yielded a dinickel(II) complex (Ni2(cyclam)2-p-xyl](ClO4)4 · 4H2O. X-ray crystal analysis of the complex disclosed opposite and almost perpendicular occupation of the macrocycles to the bridging benzene ring through equatorial connection at the 6-carbons. Crystal data: tetragonal space group P42, a = 15.251(2), c = 9.821(2) A ̊ V = 2284.3(6) A ̊3 Z = 2. It is anticipated that conformational change in solution due to free rotation around the methylene carbon at the junction puts the macrocycles into face-to-face location with NiNi distance of ∼ 7.7 Å.

Original languageEnglish
Pages (from-to)133-138
Number of pages6
JournalInorganica Chimica Acta
Volume228
Issue number2
DOIs
Publication statusPublished - 1995 Jan 15
Externally publishedYes

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xylene
Xylene
Carbon
Ligands
preparation
Crystals
ligands
carbon
Benzene
methylene
occupation
crystals
Condensation
condensation
benzene
X rays
rings
x rays
cyclam
4-xylene

Keywords

  • Azamacrocycle complexes
  • Binucleating ligand complexes
  • Crystal structures
  • Dinuclear complexes
  • Electrochemistry
  • Nickel complexes

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

Preparation of a flexible binucleating ligand, xylylene-bridged biscyclam α,α′-bis(1,4,8,11-tetraazacyclotetradecan-6-yl)-p-xylene and structure of its dinickel(II) complex. / Kido, Hiroaki; Takada, Makoto; Suwabe, Masaaki; Yamaguchi, Tadashi; Ito, Tasuku.

In: Inorganica Chimica Acta, Vol. 228, No. 2, 15.01.1995, p. 133-138.

Research output: Contribution to journalArticle

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abstract = "A binucleating ligand, xylylene-bridged biscyclam α,α′-bis(1,4,8,11-tetraazacyclotetradecan-6-yl)-p-xylene ((cyclam)2-p-xyl) was prepared from α,α′-dichloro-p-xylene, diethylmalonate and 1,4,8,11-tetraazaundecane in three steps. The second step, aminolytic condensation of the tetraamine was critical. The ligand yielded a dinickel(II) complex (Ni2(cyclam)2-p-xyl](ClO4)4 · 4H2O. X-ray crystal analysis of the complex disclosed opposite and almost perpendicular occupation of the macrocycles to the bridging benzene ring through equatorial connection at the 6-carbons. Crystal data: tetragonal space group P42, a = 15.251(2), c = 9.821(2) A ̊ V = 2284.3(6) A ̊3 Z = 2. It is anticipated that conformational change in solution due to free rotation around the methylene carbon at the junction puts the macrocycles into face-to-face location with NiNi distance of ∼ 7.7 {\AA}.",
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AU - Takada, Makoto

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AU - Ito, Tasuku

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N2 - A binucleating ligand, xylylene-bridged biscyclam α,α′-bis(1,4,8,11-tetraazacyclotetradecan-6-yl)-p-xylene ((cyclam)2-p-xyl) was prepared from α,α′-dichloro-p-xylene, diethylmalonate and 1,4,8,11-tetraazaundecane in three steps. The second step, aminolytic condensation of the tetraamine was critical. The ligand yielded a dinickel(II) complex (Ni2(cyclam)2-p-xyl](ClO4)4 · 4H2O. X-ray crystal analysis of the complex disclosed opposite and almost perpendicular occupation of the macrocycles to the bridging benzene ring through equatorial connection at the 6-carbons. Crystal data: tetragonal space group P42, a = 15.251(2), c = 9.821(2) A ̊ V = 2284.3(6) A ̊3 Z = 2. It is anticipated that conformational change in solution due to free rotation around the methylene carbon at the junction puts the macrocycles into face-to-face location with NiNi distance of ∼ 7.7 Å.

AB - A binucleating ligand, xylylene-bridged biscyclam α,α′-bis(1,4,8,11-tetraazacyclotetradecan-6-yl)-p-xylene ((cyclam)2-p-xyl) was prepared from α,α′-dichloro-p-xylene, diethylmalonate and 1,4,8,11-tetraazaundecane in three steps. The second step, aminolytic condensation of the tetraamine was critical. The ligand yielded a dinickel(II) complex (Ni2(cyclam)2-p-xyl](ClO4)4 · 4H2O. X-ray crystal analysis of the complex disclosed opposite and almost perpendicular occupation of the macrocycles to the bridging benzene ring through equatorial connection at the 6-carbons. Crystal data: tetragonal space group P42, a = 15.251(2), c = 9.821(2) A ̊ V = 2284.3(6) A ̊3 Z = 2. It is anticipated that conformational change in solution due to free rotation around the methylene carbon at the junction puts the macrocycles into face-to-face location with NiNi distance of ∼ 7.7 Å.

KW - Azamacrocycle complexes

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